ES2219973T3 - CURABLE MOISTURE COMPOUNDS CONTAINING ISOCIANATE AND ALCOXISILAN GROUPS. - Google Patents

Abstract

The present invention refers to moisture curable compounds that a) have an isocyanate group content (calculated as NCO, MW 42) of 0.2 to 4.5% by weight, b) optionally contain ethylene oxide units and c) have an equivalent ratio of isocyanate groups to alkoxy groups of 1.0: 0.05 to 1.0: 2.5, these percentages based on the weight of the moisture curable compounds and the alkoxysilane groups being incorporated as the reaction products of i) a polyisocyanate component having a minimum average functionality of 2.0 and containing at least 50% by weight of polyisocyanate adducts, with the proviso that if moisture curable compounds contain oxide units of ethylene, the polyisocyanate component has a minimum average functionality of 2.4 and ii) amino compounds containing alkoxysilane groups and correspond to formula I. The present invention also relates to coating compositions, adhe seals or seals containing these moisture curable compounds as a binder.

Description

Moisture curable compounds containing isocyanate and alkoxysilane groups.

The present invention relates to compounds moisture curable containing isocyanate and alkoxysilane groups, which can be cured in the presence of moisture to form coatings and sealants.

It is known that polyisocyanate resins are curable in the presence of atmospheric moisture to form polyurea coatings. During the curing mechanism a group Isocyanate reacts with moisture to form an amino group, the which then reacts with another isocyanate group to form a group urea. One of the disadvantages of these resins that cure in moisture is that the curing mechanism is relatively slow.

It has been suggested in United States patents 3,420,800 and 3,567,692 than the polyisocyanate cure rate moisture curable can be increased by incorporation of aldimines or ketimines. It is established that the moisture reaction with an aldimine or ketimine to form the corresponding amine is faster than the reaction of moisture with an isocyanate group to form an amine. A disadvantage of the use of aldimines and Ketimines to accelerate the cure of polyisocyanates is that requires the preparation of an additional component and requires some type of measurement equipment to ensure that the two components They are mixed in the appropriate proportions.

It is an object of the present invention to increase the cure rate of moisture curable polyisocyanates without The need for a strap.

This object can be achieved with polyisocyanates of the present invention, which have been modified to contain alkoxysilane groups incorporated by secondary amino groups. Faster curing speeds obtained in accordance with the present invention are surprising due to the alkoxysilane groups, which are also curable in presence of moisture, healing more slowly than polyisocyanates However, when both isocyanate groups and alkoxysilane groups are present, a rate of healed older

U.S. Patents 4,687,533 and 5,623,044 describe the preparation of compounds containing isocyanate groups and alkoxysilane groups by reaction of a part of isocyanate groups with amino compounds containing two trialkoxysilane groups. On the contrary, the present invention only allows the presence of such amino compounds when moisture curable compounds also contain oxide units of ethylene repeated. In addition, these patents did not recognize the improvement in cure speed that can be obtained with moisture curable compounds of the present invention.

U.S. Patents 4,067,844 and 4,374,237 describe the preparation of compounds containing isocyanate groups and alkoxysilane groups by reacting a part of the isocyanate groups of the NCO prepolymers with amino compounds containing alkoxysilane groups. The compounds moisture curable according to the present invention should be prepared from polyisocyanate adducts and not from NCO prepolymers.

Application EP-A-0 949 284 in process with the present describes water dispersible compounds containing isocyanate and alkoxysilane groups. The dispersible compounds in water should be prepared from a polyisocyanate component which has a minimum average functionality of 2.4 and are made dispersible in water through the use of ionic hydrophilic groups or nonionic

Application EP-A-0 924 230 in process with the This describes the preparation of polyurethane dispersions - urea containing alkoxysilane groups incorporated by groups secondary amino

Summary of the Invention

The present invention relates to compounds moisture curable that

to)

present a content in groups isocyanate (calculated as NCO, molecular weight 42) from 2 to 30% in weight and an alkoxysilane group content (calculated as Si, weight molecular 28) from 0.2 to 4.5% by weight,

b)

optionally contain units of repeated ethylene oxide and

c)

have an equivalent ratio of isocyanate groups to alkoxy groups, which are attached to Si, of 1.0: 0.05 to 1.0: 2.5,

on which the preceding percentages are based in the weight of moisture curable compounds and in which the alkoxysilane groups are incorporated as the products of reaction of

i)

a polyisocyanate component that has medium functionality minimum of 2.0 and containing at least 50% by weight of adducts of polyisocyanate, provided that curable compounds by moisture contain units of ethylene oxide, the component polyisocyanate has a minimum average functionality of 2.4, Y

ii)

corresponding amino compounds with the formula I

\uelm{N}{\uelm{\para}{R _{1} }}

---Y---Si---(X)_{3}(I) H

 \ uelm {N} {\ uelm {\ para} {R1}} 

--- Y --- Yes --- (X) 3

in the what

X

represents identical or different organic groups which are inert against isocyanate groups below 100 ° C, provided that at least one of these groups is a group alkoxy,

Y

represents a linear or branched alkylene group which has 1 to 8 carbon atoms and

R_ {1}

represents an organic group other than a group succinate, which is inert against isocyanate groups at a temperature of 100 ° C or lower, or when curable compounds by moisture they contain repeated ethylene oxide units, R_ {1} can also represent a group that corresponds to the formula

(II) Y-Si- (X) 3

and unable to said compound moisture curable be stably dispersed in Water.

The present invention also relates to coating compositions, adhesives or sealants containing these moisture curable compounds as a binder.

Detailed description of the invention

The compounds according to the present invention are based on polyisocyanate reaction products, silanes with amino functionality and optionally compounds that contain ethylene oxide units and reactive groups against isocyanate, preferably hydroxy groups. The silanes are incorporated in the form of urea groups, while the oxide groups of ethylene are usually incorporated in the form of groups urethane

Moisture curable compounds have

to)

a alkoxysilane group content (calculated as Si, molecular weight 28) 0.2 to 4.5% by weight, preferably 0.2 to 4% and more preferably 0.5 to 3.5%,

b)

a Isocyanate group content (calculated as NCO, molecular weight 42) 2 to 30% by weight, preferably 3 to 25% by weight and more preferably from 5 to 20% by weight and

c)

optionally a group content ethylene oxide (calculated as CH 2 -CH 2 -O, molecular weight 44) 5 to 35% by weight, preferably 5 to 30% by weight and more preferably from 5 to 25% by weight,

the above percentages based on the weight of moisture curable compounds.

Suitable compounds containing groups alkoxysilane and amino groups, which can be used to prepare moisture curable compounds, include those that are correspond to formula I in which

X

represents identical or different organic groups which are inert against isocyanate groups below 100 ° C, provided that at least one of these groups is an alkoxy group, preferably alkyl or alkoxy groups having 1 to 4 carbon atoms and more preferably alkoxy groups,

R_ {1}

represents an organic group other than a group succinate which is inert against isocyanate groups at a temperature of 100 ° C or less, preferably an alkyl group, cycloalkyl or aromatic having 1 to 12, preferably of 1 to 8 carbon atoms, or when curable compounds by moisture according to the invention contain oxide units of ethylene repeated, R1 may also represent a group corresponding formula

(II) -Y-Si- (X) 3

Y

n

is an integer from 1 to 8, preferably from 2 to 4 and more preferably 3.

Especially preferred are compounds in which X represents methoxy, ethoxy or propoxy groups, plus preferably methoxy or ethoxy groups and most preferably methoxy groups, and n is 3. Examples of aminoalkylalkoxysilanes suitable of formula I containing secondary amino groups include the N-phenylaminopropyl-trimethoxysilane (available as Y-9669 from OSI Specialties, Witco), N-cyclohexylaminopropyltriethoxy silane,  N-Methylaminopropyltrimethoxysilane and Alkyldiethoxy- and corresponding alkyldimethoxysilanes. When the moisture curable compounds according to the invention they also contain repeated ethylene oxide units, it is also a suitable aminoalkylalkoxysilane the bis - (γ-trimethoxy-silylpropyl) amine (available as A-1170 from OSI Specialties, Witco).

The polyisocyanate component for preparation of the compounds containing isocyanate and alkoxysilane groups it has a minimum average functionality of 2.0, preferably of 2.4, more preferably 2.6 and most preferably 2.8, and a maximum average functionality of 6 more preferably of 5. When ethylene oxide units are present in resins curable by moisture, the polyisocyanate component has a minimum functionality of 2.4. The polyisocyanate component can contain monomeric diisocyanates or polyisocyanate adducts that they present functionalities that do not satisfy these requirements, provided that the average functionality of the polyisocyanate component meet these requirements.

The polyisocyanate component contains at least the 50% by weight, preferably at least 70% by weight, more preferably at least 95% by weight of adducts of polyisocyanates containing isocyanurate, uretdione, groups biuret, urethane, iminooxadiazindione, allophanate, carbodiimide and / or oxadiazintrione, preferably isocyanurate groups, uretdione, biuret, iminooxadiazindione and / or allophanate. In addition to the adducts of polyisocyanate the polyisocyanate component may contain optionally monomeric polyisocyanates or other adducts of polyisocyanate Preferred polyisocyanates are those that they contain aliphatically linked (cyclo) isocyanate groups.

Suitable monomeric diisocyanates, which they may be present in the polyisocyanate component in the form of monomers or that can be used to prepare the adducts of polyisocyanate, are represented by the formula

R (NCO) 2

in which R represents a group organic obtained by removing isocyanate groups of an organic diisocyanate having a molecular weight of about 112 to 1,000, preferably about 140 to 400. Preferred diisocyanates for the agreement procedure with the invention are those in which R represents a group divalent aliphatic hydrocarbon presenting from 4 to 40, preferably from 4 to 18 carbon atoms, a hydrocarbon group divalent cycloaliphatic having 5 to 15 carbon atoms, a divalent araliphatic hydrocarbon group that has 7 to 15 carbon atoms or a divalent aromatic hydrocarbon group that it has 6 to 15 atoms of carbon.

Examples of suitable organic diisocyanates include 1,4-tetramethylene diisocyanate, 1,6-hexamethylene diisocyanate, 2,2,4-trimethyl-1,6-hexamethylene diisocyanate, 1,12-dodecamethylene diisocyanate, cyclohexane-1,3- and -1 , 4-diisocyanate, 1-isocyanate-2-isocyanatomethylcyclopentane, 1-isocyanate-3-isocyanatomethyl-3,5,5-trimethyl-cyclohexane
(isophorondiisocyan or IPDI), bis- (4-isocyanoccyclohexyl) -methane, 2,4'-dicylohexylmethanediisocyanate, 1,3- and 1,4-bis- (isocyanatomethyl) -cyclohexane, bis- (4-isocyanate-3 -methyl-cyclohexyl) -methane, α, α, α ', α'-tetramethyl-1,3- and / or 1,4-xylethylene diisocyanate, 1-isocyanate-1-methyl-4 (3) - isocyanatomethylcyclohexane, 2,4- and 2,6-hexahydrotoluylenediisocyanate, 1,3- and / or 1,4-phenylenediisocyanate, 2,4- and / or 2,6-toluylene diisocyanate, 2,4- and / or 4,4 ' -diphenyl-metandiisocyanate, 1,5-diisocyanatonaphthalene and mixtures thereof.

Monomeric polyisocyanates containing 3 or more isocyanate groups such as the 4-isocyanatomethyl-1,8-octamethylene diisocyanate and aromatic polyisocyanates such as the 4,4 ', 4' '- triphenylmethanetriisocyanate and polyphenylpolymethylene polyisocyanates obtained by phosgenation of aniline / formaldehyde condensates may also be present in the polyisocyanate component or can be used to Prepare the polyisocyanate adducts.

Among the preferred organic diisocyanates are include 1,6-hexamethylene diisocyanate, 1-isocyanate-3-isocyanatomethyl-3,5,5-trimethyl-cyclohexane (isophorondiisocyanate or IPDI), bis- (4-isocyanate-cyclohexyl) -methane, 1-Isocyanate-1-methyl-4 (3) -isocyntomethylcyclohexane, 2,4- and / or 2,6-toluylenediisocyanate, and 2,4- and / or 4,4'-diphenylmethane diisocyanate. They are more preferred the preceding diisocyanates containing bound isocyanate groups aliphatically and / or cycloaliphatically.

Among the suitable polyisocyanate adducts that they have an average functionality of 2 to 6 and an NCO content of 2 to 30% by weight include:

1) polyisocyanates containing groups isocyanurate that can be prepared as described in the DE-PS 2,616,416, EP-OS documents 3,765, EP-OS 10,589, EP-OS 47,452, US-PS 4,288,586 and US-PS 4,324,879. Isocyanate-isocyanurates generally have a Average NCO functionality of 3 to 3.5 and an NCO content of 5 to 30%, preferably from 10 to 25% and most preferably from 15 to 25% in weight.

2) uretdione diisocyanates that can be prepare by oligomerization of a part of the groups isocyanate of a diisocyanate in the presence of a catalyst suitable, for example, a trialkylphosphine catalyst, and which can be used in admixture with other aliphatic polyisocyanates and / or cycloaliphatics, in particular the polyisocyanates containing isocyanurate groups described in item (1) above.

3) polyisocyanates containing biuret groups which can be prepared according to the procedures described in United States patents numbers 3,124,605; 3,358,010; 3,644,490; 3,862,973; 3,906,126; 3,903,127; 4,051,165; 4,147,714 or 4,220,749 through the use of levers such as water, tertiary alcohols, primary and secondary monoamines and diamines primary and / or secondary. These polyisocyanates have preferably an NCO content of 18 to 22% by weight and a Average NCO functionality from 3 to 3.5.

4) polyisocyanates containing urethane groups which can be prepared according to the procedure described in U.S. Patent No. 3,183,112 reacting excess amounts of polyisocyanates, preferably diisocyanates with glycols and low molecular weight polyols which have molecular weights less than 400, preferably less of 200, such as trimethylolpropane, glycerin, 1,2-dihydroxypropane and mixtures thereof. The polyisocyanates containing urethane groups have a content in NCO more preferred from 12 to 20% by weight and functionality in NCO (average) of at least 2.4, preferably 2.5 to 3, and a weight NCO equivalent preferably less than 500, more preferably less than 300

5) polyisocyanates containing allophanate groups which can be prepared according to the procedures described in U.S. Patent Nos. 3,769,318, 4,160,080 and 4,177,342. Polyisocyanates containing allophanate groups have a more preferred NCO content of 12 to 21% by weight and a functionality in NCO (average) from 2 to 4.5.

6) polyisocyanates containing groups isocyanurate and allophanate that can be prepared according to procedures described in United States patents 5,124,427, 5,208,334 and 5,235,018, whose descriptions are incorporated to the present invention as a reference, preferably those polyisocyanates contain these groups in a group relationship monoisocyanurate to mono-allophanate groups of about 10: 1 to 1:10, preferably about 5: 1 to 1: 7.

7) polyisocyanates containing iminooxadiazindione and optionally isocyanurate groups that they can prepare in the presence of fluorine containing catalysts specials as described in document DE-A 19611849. These polyisocyanates generally have a Average NCO functionality of 3 to 3.5 and an NCO content of 5 to 30%, preferably from 10 to 25% and most preferably from 15 to 25% in weight.

8) polyisocyanates containing groups carbodiimide which can be prepared by oligomerization of di- or polyisocyanates in the presence of catalysts of Known carbodiimidation as described in the documents DE-PS 1.092.007, US-PS 3.152.162 and DE-OS 2,504,400, 2,537,685 and 2,552,350.

9) polyisocyanates containing groups oxadiazintrione and containing the reaction product of two moles of a diisocyanate and one mole of carbon dioxide.

Preferred polyisocyanate adducts are those polyisocyanates containing isocyanurate groups, uretdione, groups biuret, iminooxadiazindione and / or allophanate groups.

Suitable compounds containing units of ethylene oxide, which can be optionally incorporated into moisture curable compounds in accordance with the present invention, include compounds containing oxide units of side or terminal ethylene. Compounds suitable for incorporation of side hydrophilic ethylene oxide units or terminals are known and are described in United States patents United 3,905,929, 3,920,598 and 4,190,566 (whose descriptions are incorporate the present invention as a reference). They are components preferred hydrophilic monohydroxy polyethers having hydrophilic terminal chains containing oxide units of ethylene. These hydrophilic components can be produced as described in the preceding patents by alkoxylation of a monofunctional initiator, such as methanol or n-butanol, using ethylene oxide and optionally another alkylene oxide, for example, propylene oxide.

The moisture curable compounds according with the invention they are prepared by reacting the monomers and / or polyisocyanate adducts with amino functionality silanes in a sufficient amount such that moisture curable compounds contain isocyanate groups and alkoxy groups that are attached to Si, in an equivalent ratio of 1.0: 0.05 to 1.0: 2.5, preferably from 1.0: 0.05 to 1.0: 2.2 and more preferably from 1.0: 0.1 to 1.0: 2.0.

Compounds containing oxide units of Repeated ethylene is reacted with the polyisocyanates in sufficient quantities to provide the number of units of ethylene oxide previously indicated. However, the compounds moisture curable do not contain enough oxide units of ethylene to be dispersed stably in water. The compounds that cannot be dispersed stably are those that do not remain mixed with water, either in the form of a oil-in-water emulsion or in a water-in-oil emulsion, without sedimentation, coagulation or separation.

The reaction is preferably carried out. by increasing addition of reactive compound against isocyanate to polyisocyanate. The silane with amino functionality and the optional compound containing ethylene oxide groups can be add sequentially or mixed. When present, the compound containing ethylene oxide units is added preferably first, followed by silane with amino functionality.

The compounds according to the invention are they can also prepare by mixing different types of compounds, provided they meet the preceding guidelines referring to the amounts of hydrophilic groups, groups alkoxysilane and isocyanate groups. For example, they can be present as a part of the compounds according to the invention compounds containing alkoxysilane groups, but which are free of isocyanate groups and / or compounds containing isocyanate groups, but which do not contain alkoxysilane groups.

The reaction to form the urea groups is carried carried out at a temperature of 10 to 100 ° C, preferably 20 to 80 ° C and more preferably from 20 to 50 ° C, while the reaction with the compounds containing ethylene oxide units are carried to carried out at a temperature of 20 to 150 ° C, preferably 50 to 120 ° C and more preferably from 60 to 100 ° C.

The compounds of the present invention are suitable for use in single component compositions, of coating, adhesives or sealing, which can be cured in presence of atmospheric humidity. The compositions cure through a multi-cure mechanism, that is,

one)

by reacting the groups isocyanate with moisture,

two)

by "polycondensation of silane "from the hydrolysis of alkoxysilane groups to form Si-OH groups and their subsequent reaction well with Si-OH or with Si-OR groups to form siloxane groups (Si-O-Si) Y

3)

how Hopefully, by reacting isocyanate groups with groups Si-OH

Acid or basic catalysts can be used suitable to promote the cure reaction. Examples include acids such as paratoluenesulfonic acid; metal salts such such as dibutyltin dilaurate; tertiary amines such as the triethylamine or triethylene diamine; and mixtures of these catalysts. The basic low molecular weight aminoalkyltrialkoxysilanes, such as those represented by formula I, also accelerate the hardening of the compounds according to the invention.

Compositions of a component presented by usually a solids content of 50 to 100%, preferably of 80 to 100%, based on the weight of the composition of a component. Suitable organic solvents include those which are known from polyurethane chemistry.

The compositions may also contain known additives, such as leveling agents, agents humectants, flow control agents, agents anti-chipping, antifoaming agents, fillers (such as silica, aluminum silicates and high point waxes boiling), viscosity regulators, plasticizers, pigments, dyes, UV absorbers and stabilizers against thermal and oxidative degradation.

One component compositions can be apply to any desired substrate, such as wood, plastics, leather, paper, textiles, glass, ceramics, plaster, masonry, metals and concrete They can be applied through procedures conventional such as spray coating, extension coating, flood coating, molding, immersion coating, roller coating. The coating compositions can be clear varnishes or pigmented

One component compositions can be cure at room temperature or at elevated temperature. Preferably moisture curable resins are cured at room temperature.

The invention is further illustrated but not It is intended to be limited by the following examples in which all parts and percentages are by weight unless Specify something else.

Examples Polyisocyanate 1

A polyisocyanate containing a group isocyanurate prepared from 1,6-hexamethylene diisocyanate and presenting a isocyanate content of 21.6%, a diisocyanate content monomeric less than 0.2% and a viscosity at 20ºC of 3,000 mPa \ cdots (available from Bayer Corporation as Desmodur N 3300).

Polyisocyanate 2

A water dispersible polyisocyanate that It has an isocyanate content of 17.3%, an oxide content of ethylene (EO) of 15% and an equivalent weight of 243, based on solids (available from Bayer Corporation as Bayhydrur XP-7063).

General procedure for the preparation of compounds that contain isocyanate groups and alkoxysilane groups

Polyisocyanate is added to an equipped flask with a stirrer, nitrogen inlet and a thermocouple. It adds N-phenyl-N- (3-triethoxysilylpropyl) amine (Silquest Y-9669, available from Witco) at polyisocyanate with stirring. Once the components of reaction, the contents of the reaction mixture are heated from room temperature up to 60 ° C for one hour. They are shown in the Following table the reaction mixtures.

one

The products of examples 1-10 are mixed with a 1: 1 mixture of n-butyl acetate and Aromatic 100 solvent to obtain solids content established in the following table. Dilaurate catalyst is added of dibutyltin in an amount of 0.2% by weight, based on The solids of the resin. The coatings are prepared by preparation of layer applications by stretching 3 thousandths of inch (0.0762 mm) on glass and cure at room temperature. Drying times are determined with a Gardner Dry stopwatch Timer Meter as described in the Pacific Scientific manuals Instruction Manuals DG-9600 and DG-9300.

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two

While the invention has been described in detail previously for illustrative purposes, it should be understood that detail is only for that purpose and that variations can be made in it by those skilled in the art without separating from the spirit and scope of the invention except as it may be limited by the claims.

Claims (11)

1. A moisture curable component that

to)

present a content in groups isocyanate (calculated as NCO, molecular weight 42) from 2 to 30% in weight and an alkoxysilane group content (calculated as Si, weight molecular 28) from 0.2 to 4.5% by weight,

b)

optionally contains units of repeated ethylene oxide and

c)

It has an equivalent ratio of isocyanate groups to alkoxy groups, which are attached to Si, of 1.0: 0.05 to 1.0: 2.5,

in which the preceding percentages are based on the weight of the moisture curable compound and in which the groups alkoxysilane are incorporated as the reaction product of

i)

a polyisocyanate component that has medium functionality minimum of 2.0 and containing at least 50% by weight of adducts of polyisocyanate, provided that the moisture curable compound contain units of ethylene oxide, the polyisocyanate component have a minimum average functionality of 2.4, and

ii)

a amino compound corresponding to formula I

(I) H

 \ uelm {N} {\ uelm {\ para} {R1}} 

--- Y --- Yes --- (X) 3 in the what

X

represents identical or different organic groups which are inert against isocyanate groups below 100 ° C, provided that at least one of these groups is a group alkoxy,

Y

represents a linear or branched alkylene group which has 1 to 8 carbon atoms,

R_ {1}

represents an organic group other than a group succinate, which is inert against isocyanate groups at a temperature of 100 ° C or lower, or

when moisture curable compounds contain repeated ethylene oxide units, R1 can also represent a group that corresponds to the formula (II) (II) Y-Si- (X) 3 and unable to said compound moisture curable be stably dispersed in Water. 2. The moisture curable compound of the claim 1, which has an isocyanate group content (calculated as NCO, molecular weight 42) from 3 to 25% by weight and a alkoxysilane group content (calculated as Si, molecular weight 28) from 0.2 to 4% by weight, in which the preceding percentages are based on the weight of the moisture curable compound. 3. The moisture curable compound of the claim 1, wherein the alkoxysilane groups are incorporated as a reaction product of an adduct of polyisocyanate with said amino compound. 4. The moisture curable compound of the claim 2, wherein the alkoxysilane groups are incorporated as the reaction product of an adduct of polyisocyanate with said amino compound. 5. The moisture curable compound of the claim 1, wherein the alkoxysilane groups are incorporated as the reaction product of an adduct of polyisocyanate containing bound isocyanate groups (cycle) aliphatically with said amino compound. 6. The moisture curable compound of the claim 2, wherein the alkoxysilane groups are incorporated as the reaction product of an adduct of polyisocyanate containing bound isocyanate groups (cycle) aliphatically with said amino compound. 7. The moisture curable compound of the claim 5, wherein said polyisocyanate adduct contains isocyanurate groups, biuret groups, allophanate groups, iminooxadiazindione and / or uretdione groups. 8. The moisture curable compound of the claim 6, wherein said polyisocyanate adduct contains isocyanurate groups, biuret groups, allophanate groups, iminooxadiazindione and / or uretdione groups. 9. The moisture curable compound of the claim 7, wherein said polyisocyanate adduct is prepared from 1,6-hexamethylene diisocyanate. 10. The moisture curable compound of the claim 8, wherein said polyisocyanate adduct is prepared from 1,6-hexamethylene diisocyanate. 11. A coating of a component, adhesive or sealant composition, in which the binder comprises a moisture curable compound of claim 1.